AI Delivery Lead

Sia•New York, NY

6h•$135,700 - $170,000•Hybrid

About The Position

We’re looking for an AI Delivery Lead to help organizations operationalize AI, automation, and agent-based workflows at scale. In this role, you will lead complex AI-enabled transformation initiatives across business and technology teams, helping clients move from experimentation to measurable business impact. You will operate at the intersection of program delivery, AI transformation, and enterprise operations — driving execution across multiple initiatives while helping organizations adopt scalable AI-enabled ways of working. This role is ideal for someone who combines strong program leadership with curiosity around emerging AI technologies and a practical, execution-oriented mindset. You should be comfortable navigating ambiguity, managing competing priorities, and partnering with both business and technical stakeholders to deliver meaningful outcomes. You’ll work closely with product owners, engineering teams, business leaders, and cross-functional stakeholders to structure delivery, manage risk, implement AI-powered solutions, and drive enterprise adoption.

Requirements

7+ years of experience in program management, project management, product delivery, consulting, or technology transformation roles within technology, fintech, or enterprise environments
3–5 years of experience in a Technical Program Management, AI delivery, or equivalent technical delivery capacity
Hands-on experience supporting, designing, building, or deploying AI agents, automation workflows, or AI-enabled operational solutions in partnership with business and engineering teams
Strong understanding of generative AI concepts, including LLMs, AI agents, copilots, workflow automation platforms, and enterprise AI adoption challenges
Experience leading multiple large, cross-functional initiatives simultaneously while establishing scalable processes and driving measurable outcomes
Experience working in Agile delivery environments and collaborating closely with product and engineering teams
Ability to translate ambiguous business challenges into structured delivery plans, workflows, and implementation approaches
Strong communication and stakeholder management skills with experience working across business and technical teams, including executive-level stakeholders
Demonstrated ability to manage program budgets, operational reporting, and delivery governance across large-scale initiatives
Strong problem-solving capabilities with the ability to operate effectively in fast-moving and evolving environments
Demonstrated technical and/or data-related acumen within program or project delivery environments
Bachelor’s degree required
Based in San Francisco, New York, or Seattle and eligible to work in the United States

Nice To Haves

Hands-on experience experimenting with AI platforms and tools such as OpenAI, Claude, Microsoft Copilot, Gemini, or workflow automation platforms
Experience supporting enterprise AI transformation, automation, or digital enablement initiatives in consulting or enterprise environments
Experience working with enterprise systems, operational workflows, data platforms, or reporting tools
Exposure to Agile methodologies, transformation programs, or enterprise change initiatives
PMP, Scaled Agile, Scrum Master, Lean Six Sigma, or equivalent certifications preferred
Experience with tools such as ServiceNow (Carts+), Smartsheet, MS Project, Azure DevOps, Tableau, or similar delivery and reporting platforms is a plus
Experience in consulting, technology, financial services, or fintech industries is preferred
Master’s degree preferred

Responsibilities

Lead AI Transformation Delivery: Drive end-to-end delivery across multiple AI, automation, and technology transformation initiatives, ensuring consistent intake, prioritization, execution, and measurement aligned to organizational goals
Partner with product owners, program managers, and engineering teams to translate business needs into scalable AI-enabled solutions and operational workflows
Support delivery across cross-functional teams while balancing speed, quality, stakeholder expectations, and business priorities
Navigate ambiguity and solve complex delivery challenges in fast-paced client environments
Manage competing priorities and simultaneous initiatives while maintaining strong execution discipline
Design & Operationalize AI-Enabled Solutions: Support the implementation of AI-powered workflows, automation initiatives, and agentic systems across enterprise functions
Help structure workflows, delivery models, governance processes, and operational approaches that enable scalable enterprise AI adoption
Collaborate closely with technical and business teams to move solutions from pilot to scaled deployment
Evaluate emerging AI tools, platforms, and capabilities to identify practical enterprise applications and opportunities for process improvement
Seek opportunities to improve efficiency through automation, streamlined operations, and scalable delivery practices
Drive Program Governance & Execution: Define program goals, success metrics, and reporting mechanisms tied to adoption, efficiency, quality, operational performance, and business impact
Partner with stakeholders to align intake processes, prioritization frameworks, SLA tracking, risk management, and post-launch measurement to organizational standards
Identify and proactively manage delivery risks, dependencies, and escalation paths to ensure projects remain on track
Provide ongoing communication and program visibility to leadership and stakeholders while reducing surprises through proactive risk management
Operate effectively across highly matrixed organizations and work with stakeholders ranging from front-line analysts to executive leadership
Enable Adoption & Stakeholder Alignment: Build strong relationships with internal customers and stakeholders to establish alignment on objectives, timelines, and expected outcomes
Help organizations adopt AI-enabled ways of working through stakeholder engagement, communication, training, and operational support
Support the development of repeatable playbooks, documentation, and best practices to enable scalable delivery and enterprise AI adoption
Mentor junior consultants and support delivery excellence across project teams

Benefits

Competitive Compensation
Annual base salary between $135,700 - $170,000 commensurate with experience and qualifications
Annual performance based discretionary bonus
Robust Health Coverage
3 Medical plans
Dental and Vision
Life, AD&D and other voluntary insurance
Tax-Advantaged Accounts
401K retirement plan
4% matching and 100% vested upon enrollment
Health Savings Account (HSA)
Flexible Spending Account (FSA)
Health, Dependent Care, Commuter
Family Friendly Benefits
100% paid parental leave for all new parents with eligible tenure
Building Healthy Families program if enrolled through Medical plan
Time Off to Recharge
Generous Paid Time Off (PTO) policy
9 company holidays plus 1 floating holiday
Extras that Make Life Easier
College savings and student loan repayment assistance
Monthly cell phone stipend
Access to wellness programs at no cost if enrolled through Medical plan, including: Gym membership reimbursement, LiveHealth Online virtual care, Personalized support from a Well-being Coach
Employee Assistance Program at no cost
Free confidential counseling and emotional support services
On-demand access to Emotional Well-being resources (ranging from relaxation techniques to stress management)
Diversity, Equity, Inclusion & Belonging initiatives